The world has never been more connected. Yet never more divided. We yell at each other from inside our echo chambers. But change doesn’t happen inside an echo chamber. It’s time to get out, to stretch our legs, to step on some land mines. It's time to have an uncomfortable conversation with Josh Szeps. A DM Podcast
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A master-class in personal and professional development, ultra-athlete, wellness evangelist and bestselling author Rich Roll delves deep with the world's brightest and most thought provoking thought leaders to educate, inspire and empower you to unleash your best, most authentic self. More at: https://richroll.com
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An exiled Northern Irish anthropologist and a hitchhiking Australian psychologist take a close look at the contemporary crop of 'secular gurus', iconoclasts, and other exiles from the mainstream, offering their own brands of unique takes and special insights. Leveraging two of the most diverse accents in modern podcasting, Chris and Matt dig deep into the claims, peek behind the psychological curtains, and try to figure out once and for all... What's it all About? Join us, as we try to puzzl ...
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"Facebook Whistleblower" Frances Haugen
1:13:36
1:13:36
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1:13:36What’s social media doing to us, and how would you fix it? Mark Zuckerberg has been a busy boy on the witness stand in Washington DC lately. In one of the most consequential antitrust cases in tech history, Meta is being sued by the U.S. government for allegedly maintaining a monopoly. It could reshape the future of social media, privacy regulation…
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"American Authoritarianism" with Matt Welch
1:24:55
1:24:55
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1:24:55What do you make of a U.S. government that snatches people off the street and disappears them into Central American prisons, forever, with no trial, and no way to appeal? Matt Welch is a libertarian journalist. He's no wild-eyed, Trump-loathing leftie. Fresh off the back of his appearance on Bill Maher, Matt joined Josh on Josh's streaming TV show,…
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Decoding the Uncomfortable Conversations with Josh Szeps
1:17:14
1:17:14
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1:17:14In this stunning crossover episode, Matt and Chris are joined by Australian 'media personality' and podcast host Josh Szeps for a joyful discussion of podcasts, gurusphere, and general media dynamics. As you might imagine, we discuss issues around the heterodox sphere, cultures of criticism, and the issues involved with 'platforming' controversial …
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Inside ‘The Telepathy Tapes’: Creator Ky Dickens Reveals The Extraordinary Story Behind The Podcast Sensation
2:00:15
2:00:15
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2:00:15Ky Dickens is the award-winning filmmaker behind "The Telepathy Tapes," the viral podcast phenomenon. This conversation explores the intersection of neurodiversity and consciousness as Ky shares her journey documenting non-speaking autistic individuals with apparent telepathic abilities. We discuss her transformation from pragmatic skeptic to someo…
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Supplementary Material 27: Joe Rogan vs. Douglas Murray vs. Sam Harris vs. DTG
46:14
46:14
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46:14We immerse ourselves in the dark waves of the discourse to bring you treasures beyond mere mortal ken. Supplementary Material 27 00:00 Introduction & Australian Holidays 03:53 James Lindsay's New Revelations 07:20 Michael O'Fallon's Conspiracy Hipsterism 09:41 Trump, Bukele, and Transparent Conspiracies 11:53 The Whitehouse declares the Lab Leak is…
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The Modern Elder: Chip Conley On Reframing Midlife, Cultivating True Wisdom & Finding Purpose In Life's Second Half
2:05:30
2:05:30
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2:05:30Chip Conley is a hospitality maverick, founder of Modern Elder Academy, and the entrepreneurial sage who helped transform Airbnb from a startup to a global phenomenon. This conversation explores midlife as a chrysalis rather than a crisis—a transformative journey from ego to soul. Chip illuminates the path from horizontal achievement to vertical gr…
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“Reimagining Schooling” with Finnish education icon Prof. Pasi Sahlberg
1:48:09
1:48:09
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1:48:09What's the purpose of school? Why do we run schools the way we do? How might we reinvent education in an era of artificial intelligence and ADHD? Professor Pasi Sahlberg is one of the world's leading education experts. He ran Finland’s Ministry of Education and Culture, moved to Washington DC to advise the World Bank on education, and was a visitin…
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Beyond 10% Happier: Dan Harris On Meditation As A Superpower, Transforming Anxiety, & Finding Peace In Uncertain Times
1:58:19
1:58:19
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1:58:19Dan Harris is the former ABC News anchor whose on-air panic attack catalyzed his transformation from skeptical journalist to meditation ambassador. This conversation explores Dan’s journey with meditation—from stress management tool to profound inquiry into consciousness and uncertainty. We discuss his practice evolving far beyond his bestselling b…
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Michael Shellenberger: Conspiratorial Propaganda
2:07:15
2:07:15
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2:07:15In this episode, Matt and Chris pour themselves a stiff drink and slip into the fever‑dream crossover of Jordan Peterson and Michael Shellenberger, a conversation that opens with the claim that Western Europe is now the single greatest threat to free speech; yes, croissants and GDPR apparently out‑authoritarian China and Russia. According to Shelle…
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PREVIEW: "What Can Democrats Do?" with David Pakman
20:23
20:23
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20:23The Democratic Party is paralysed. It can't merely offer resistance to Trump. It also needs to offer an alternative to him. But how? Should they oppose his every move, as the likes of Representative Alexandria Ocasio-Cortez and Senator Cory Booker believe? Or should they shut up and wait for the president to doom himself, as Senate minority leader …
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“Decoding the Gurus” with Chris Kavanagh and Matt Browne
1:18:53
1:18:53
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1:18:53When are independent shows like Uncomfortable Conversations serving a useful purpose... and when are they just preaching to the choir? "Decoding the Gurus" is a podcast that dissects how new-media personalities gain guru status. Frequently, such podcasters claim to be bravely challenging the status quo... while comfortably pandering to their team. …
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Phil Stutz & Elise Loehnen Share Tools For Inner Well-being, How To Embrace Pain, Uncertainty & Constant Work As Divine Invitations, & Why Everything You’re Avoiding Will Transform Your Life
1:33:29
1:33:29
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1:33:29Phil Stutz is the legendary psychiatrist, author, and protagonist in the Netflix documentary “Stutz.” Alongside co-author and writer Elise Loehnen, they explore their new book “True & False Magic.” This conversation delves into “Part X”—the destructive force within us all—along with Universe 1 vs. Universe 2 thinking, and how pain, uncertainty, and…
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Supplementary Material 26: Flint Dibble Interview, Bonding over Outgroup Hate, and Manly Sycophancy
1:14:04
1:14:04
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1:14:04We project our insecurities onto the gurusphere, wallowing in our inadequacy to bond over shared hatred of outgroups, and interview Flint Dibble along the way. Supplementary Material 26 00:00 Introduction and Greetings 01:53 Ol' Squeaky and Lex's horny poems 05:11 Eric Weinstein is still waiting for the call 09:26 Interview with Flint Dibble 11:05 …
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Anthony Bourdain’s “Lieutenant”, Laurie Woolever
1:11:24
1:11:24
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1:11:24Anthony Bourdain was Josh's hero. Laurie Woolever was, as Bourdain called her, his "lieutenant". A writer and culinary graduate, Laurie had worked for another gigantic cooking celebrity, Mario Batali, before he was brought down for alleged sexual harrassment. She spent almost ten years as Bourdain's right-hand-gal. The two of them wrote two books t…
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Power, Property, & Prestige: Kurt Sutter & Katey Sagal Share The Unfiltered Truth About Marriage, Recovery, Success Addiction & The Path Back To Purpose
2:07:31
2:07:31
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2:07:31Kurt Sutter and Katey Sagal are the Hollywood power couple behind “Sons of Anarchy,” numerous iconic performances, and hosts of the podcast “PIE.” This conversation strips bare the intoxicating trap of fame, the parallel paths that led them both to sobriety at 31, and the brutal honesty required to save their relationship when “money, property, and…
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PREVIEW: "What Is the 'Patriarchy'?" with Prof. Cordelia Fine
38:46
38:46
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38:46Do males and females differ in what we want out of life? In what jobs we want to do? In how much we want to look after babies, or run a tech start-up, or sweep the living room, or be a CEO? Or are biological preferences just an excuse to justify inequality? Cordelia Fine is a feminist academic who studies scientific explanations of sex differences …
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Let Them Theory: Mel Robbins On Reclaiming Your Power, Finding Freedom In Letting Go & The Simple Tool That's Transforming Millions of Lives
1:54:47
1:54:47
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1:54:47Mel Robbins is a celebrated podcast host, #1 New York Times bestselling author, and one of the most sought-after experts in mindset and behavior change. This conversation explores the paradox at the heart of human suffering—that we exhaust ourselves trying to control the uncontrollable. Mel’s counterintuitive “Let Them Theory” offers a deceptively …
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Lex Fridman & Douglas Murray: The Wise Man from the Land of Peace
1:22:36
1:22:36
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1:22:36In this very special decoding, Matt and Chris revisit the wisdom of the internet’s favourite philosopher-warrior/political theorist, Lex Fridman, as he dives once again into the complex realities of the Ukraine war. Joining Lex is IDW hero and conservative commentator Douglas Murray, who actually offers some sensible insights on the specific topic …
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JUST JOSH: The Woke Catastrophe of “Snow White”
28:49
28:49
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28:49If you want to see what's wrong with not being offensive, watch Snow White. The new Disney re-make is so committed to not offending anyone that it’s a social-justice jumble. Snow White isn’t white as snow; her love interest isn’t a prince; the dwarves aren’t “dwarves”; but there IS a dwarf in a non-dwarf role; Snow White doesn’t need a man; the man…
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BOB CARR on Diplomacy, Statesmanship and Grief
1:40:32
1:40:32
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1:40:32Even if you're not Australian, you want to listen to this conversation with one of the nation's most iconic statesmen. Bob Carr is a former foreign minister of Australia (i.e. the secretary of state) and, before that, the longest-continuously-serving Premier of NSW, Australia's most populous state. He's an intellectual powerhouse, an icolonoclast, …
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You Are Already Enough: Maria Shriver On Finding Your Voice, Healing After Heartbreak, Brain Health Advocacy, & The Power Of Self-Acceptance
1:53:57
1:53:57
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1:53:57Maria Shriver is a renowned journalist, Kennedy family scion, and award-winning advocate for women's brain health. This conversation explores the parasocial relationship between public figure and audience as Maria shares her authentic journey of self-discovery through poetry. We discuss her upbringing in America's political "royalty,&q…
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Supplementary Material 25: Ancient Pyramids, Sesame Street Monsters, & MORE Lab Leak Discourse
41:11
41:11
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41:11We embrace our hybridity, stare down Lovecraftian Donkey-Dragon hybrids, and enter into true Dialogos. Supplementary Material 25 01:06 DTG Grievance Mongering 02:25 Book Club Reflections 04:09 Important Health and Lifestyle Updates 09:51 Andrew Huberman's Trail of Death 17:14 Jeff Bezos and Media Control 25:04 Another exciting round of Lab Leak Dis…
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In this very special episode, Matt and Chris, despite swearing off any further Dr. K content after their previous three-part series, find themselves bleary-eyed and once again tumbling into the familiar depths of the K-Hole. Yes, they’re back with Dr. K, everyone’s favourite enlightened Twitch non-therapy therapist, now emerging from a self-declare…
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PREVIEW: “Does Ukraine Still Matter?" with correspondent Misha Zelinsky
38:43
38:43
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38:43What are Trump and Putin cooking up for Ukraine? Can the Europeans sideline it? What options does Ukraine still have on the table? And does any of this really matter to non-Europeans any more? This week, the ceasefire talks that President Trump boasted he'd wrap up in 24 hours fell apart, again. Russia says it wants an end to the war, if Ukraine ef…
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ROLL ON 2025 So Far: Navigating Uncertainty, Getting Unstuck, Elmo, Psychedelics, ‘Adolescence’ & More
2:02:07
2:02:07
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2:02:07Roll On is back baby! Today Rich and Adam Skolnick catch up on the decade that is 2025. On tap is SXSW, Elmo, psychedelics, the LA fires, and practical strategies for navigating the turbulence of our current moment. They also go deep on the Netflix hit “Adolescence” and its many important themes, including the impact of social media on teenagers an…
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